Although Ashford Town had never won the Surrey Premier League, a second-placed finish in 1989-90 had secured promotion to the Combined Counties League and, with it, a name change. Because the (now defunct) Kent club also called Ashford Town had held Senior status for longer, The FA demanded that the Ash Trees amend their own title. It was for this reason that ‘(Middlesex)’ was added to the club’s name.

Statistically, the club’s decade in the Combined Counties League was the most successful period enjoyed to date. The Championship was won five times in six seasons, only for the Tangerines to be consistently denied promotion due to issues with the Short Lane ground. Initially, these concerned ground grading but when Ashford met these criteria, they then found their lease on the stadium was too short to meet the League’s requirements. When a new lease was signed, Town were finally able to move into the Isthmian League.

1990-91 Results
1990-91 League Table
1991-92 Results
1991-92 League Table
1992-93 Results
1992-93 League Table
1993-94 Results
1993-94 League Table
1994-95 Results
1994-95 League Table
1995-96 Results
1995-96 League Table
1996-97 Results
1996-97 League Table
1997-98 Results
1997-98 League Table
1998-99 Results
1998-99 League Table
1999-2000 Results
1999-2000 League Table